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Merck
CN

348007

1-三甲基硅基-1-己炔

99%

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线性分子式:
CH3(CH2)3C≡CSi(CH3)3
化学文摘社编号:
3844-94-8
分子量:
154.32
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24861541
MDL number:
MFCD00075407
Beilstein/REAXYS Number:
1421652
Assay:
99%

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InChI

1S/C9H18Si/c1-5-6-7-8-9-10(2,3)4/h5-7H2,1-4H3

SMILES string

CCCCC#C[Si](C)(C)C

InChI key

SFCRJYVNDZSYCT-UHFFFAOYSA-N

assay

99%

refractive index

n20/D 1.431 (lit.)

bp

65 °C/35 mmHg (lit.)

density

0.764 g/mL at 25 °C (lit.)

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Application

1-Trimethylsilyl-1-hexyne may be used in the preparation of enynes by coupling with vinyl triflates or aryl iodide using silver salt and Pd(PPh3)4 as catalyst. It may be used in the preparation of functionalised durene and isodurene derivatives.

General description

1-Trimethylsilyl-1-hexyne is a trialkylsilylalkyne. Tetrabutylammonium fluoride (TBAF) catalyzed conversion of 1-trimethylsilyl-1-hexyne to corresponding propargylic alcohol is reported. Pd(OAc)2/L‚ HCl-catalyzed Sonogashira coupling reaction of aryl bromide with 1-trimethylsilyl-1-hexyne has been reported.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

3 - Flammable liquids

wgk

WGK 3

flash_point_f

122.0 °F - closed cup

flash_point_c

50 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

法规信息

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分析证书(COA)

Lot/Batch Number
SHBJ3007
10919EW
15826AE
21302MB
17231AZ

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Venkat Reddy Chintareddy et al.
The Journal of organic chemistry, 76(11), 4482-4488 (2011-04-27)
Herein we report that tetrabutylammonium fluoride (TBAF) is a very efficient catalyst for the addition of trialkylsilylalkynes to aldehydes, ketones, and trifluoromethyl ketones in THF solvent at room temperature. The reaction conditions are mild and operationally simple, and a variety
An efficient cobalt catalyst for the neutral Diels-Alder reaction of acyclic 1, 3-dienes with internal alkynes.
Hilt G and Korn TJ.
Tetrahedron Letters, 42(15), 2783-2785 (2001)
A new mild procedure for the direct coupling of 1-trimethylsilyl acetylenes with vinyl triflates or aryl iodide.
Halbes U and Pale P.
Tetrahedron Letters, 43(11), 2039-2042 (2002)
Efficient Sonogashira reactions of aryl bromides with alkynylsilanes catalyzed by a palladium/imidazolium salt system.
Yang C and Nolan SP.
Organometallics, 21(6), 1020-1022 (2002)

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